New azodyestuffs



Patented duly 23%, 1924.

JOSE? HARDER, OF WIESDGKF, NEAR GOLD T0 FAEIBENFABRIKEN VOBEE. FBIEDE.

GOIfiGNE, GERMANY.

GITEJJN-THE-EEINE, GERMANY, ASSIGKOR BAYER AND CO., OF LEVERKUSEN, NEAR new ezon'rrs'rorss.

Kc Drawing.

To all whom it may concern:

Be it known that I, JOSE]? HAL-Len, a citizen of Germany, residin at Wiesdorf, near Cologne-omthe-Rhine, ermany, have invented new and useful. Improvements in New Azodyes'tufis, of which the following is a. s'eeification.

n the United 1,206,232 a process for the production 0 new azodyestuiis is described which consists in combining diazocompounds obtained from asymmetrically; alkylized para-dismino-azo bodies with arylids of 2.3-oxynaphthoic acid. In this manner fast black dyestufi's are obtained, which may be produced as well in substance as on the fibre.

I have now found that new violetto black dyes of a. greater fastness to light are obtained by using in this process such asymmetrically alkylized diamino-uzo bodies as contain in the aromatic nucleus at negative group e. N0 Cl, Br etc.

The new dyes have most probably the following general. formula:

wherein A. means an alkylsmino group in ortho position to the 2120 group, while R means an aromatic residue and R an aro Ina-tic residue containing a negative group. 'l'hese dyestuffs when treated with hydrochloric acid and stannous chlorid are decomposed into an alkylized diemin containing a negative group, which may be changed by the reduction, a diumin and an arylid of l amino-2-oxynaphthoie acid.

The above mentioned diamino-ozo bodies States Letters Patent -GONPL-R which are not vet described in print can be obtained by diazotizing ortho-aminodialkylanilins containing negative groups such' es: 4-chloro 2-amino 1 diinethylammobenzene, 4-nitro-2-emino-l-dimcthylaminobcnzone, 4-nitro-2-am i no-N-mcthyld i phouylamin etc. and combining the resulting diazocompounds with aromatic 21mins, which can be etc. T I I 1 In order to illustrate'the new process more v elxamples are given, the parts bemgbywei ht 27 ports of 4 nitro- Application and September as, 1922. Serial in. 596,721.

diazotized after the combination; such as: para-xyhdin,j 3-amino-4-methoxy- 1-meth lbenzene (cresidin), meta-aminoacetani id fully the following 2-amino-1-dimethy aminobenz'ene are diseoncentrated' ydrochloric acid. T ture is coo'ledend a solution of 10 parts of sodium nitrite in water is added. To the diazosolutiou thus obtained .a solution of 22 parts of '3-smiiio--methoxyl-methyL benzene is added. The mineral acid is neutralized with sodium acetate and the solution stirred. until all diazocompound has entered into reaction. Suhsequentl the mixture is rendered acidwith hydroc loric acid, the precipitate is filtered 03 and washed with water containing a small amount oi an acid.

329 parts of this ezooompound are diazotized in the usual manner and poured into a. well cooled solution of the disodium salt from 270 parts of anilid of 2.3=oxyna'.phthoiic acid to which sodium carbonate has been added in excess.

The dyestufi' separates in black flakes, it IS practically insoluble in water. When heated with hydrochloric acid and stannous chlorid the d e is decomposed into aminodimethylpheny enediamin, methoxy-methylphenylenediamin and the anilid oil-amino- 2-oxynaphthoic acid. The new dye has. most probably the following formula:

on.- 0 N0: N-N :N-IN- I f 7 .7 -OH bHl /N on, be;

-ou-Nnc.m

The following examples may show the production of the dyestuffs on the fibre: 6 grams of the anilid of 2.3-oxynuphthoic acid are mixed together with 10 cubic centimeters f solvedin 400 arts of water and 40 garts of f 0 mixof caustic soda lye 30 B6. and 24.- cubic centimeters of turkey red oil, one liter of hot wateris added andthe mixture is heated until a solution is obtained. The cotton is entered-into this solution and left therein w for 12 minutes.

For preparing the diazo solution 8 grams of the azocompound obtained from diazo-,

tized 4-nitro-2-amino-1-di.methylanilin by combination with cresidin are mixed with 10 cubic centimeters of h drochloric acid (30 per cent) and after addition of ice is diazotized with 15 cubic centimeters of a ten per cent solution of sodium nitrite. Subsequently the mineral acid of this solution is neutralized :with sodium acetate and the whole is brought to one liter.

The cotton impregnated at above men-. tioned is then entered into .the cold diazosolution, left therein for 15 minutes, soaped for 10 minutes in a boiling bath containing 2 grams ofsoap in one liter, washed and dried. A .dark'black shade fast to boiling, chlorine and light is thus obtained.

For printing purposes the above diazocompound is passed with tragacanth or another thickening agent and before use 'neu-' 1. As new articles-of manufacture the dyestuffs having most probably the formula:

4 N- N-.BN=N l1r-A L-ZH ONE-R arylid o l-amino-2-oxynaphthoic acid, substantially as described. 7 2. Textilematerial dyed witlnthe new azotralizedwith d m acetat solution In teSblmOny whe f I ve .my hand.

JOSEF IHA LER; 

